Investigation of the Sharpless Asymmetric Aminohydroxylation with C-Allyl Glycosides.

We have studied the Sharpless asymmetric aminohydroxylation on C-allyl glycosides in order to prepare C-glycosyl aminoacids or C-glycopeptides. The perbenzylated amino α-C-allyl glucoside 1 and β-C-allyl glucoside 2 were shown to be moderate substrates for this reaction. New C-glycosyl α-amino ketones were isolated after oxidation of the crude β-amino alcohols.